PE20030860A1 - NICOTAMIDE DERIVATIVES USEFUL AS PDE4 INHIBITORS - Google Patents

NICOTAMIDE DERIVATIVES USEFUL AS PDE4 INHIBITORS

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Publication number
PE20030860A1
PE20030860A1 PE2003000149A PE2003000149A PE20030860A1 PE 20030860 A1 PE20030860 A1 PE 20030860A1 PE 2003000149 A PE2003000149 A PE 2003000149A PE 2003000149 A PE2003000149 A PE 2003000149A PE 20030860 A1 PE20030860 A1 PE 20030860A1
Authority
PE
Peru
Prior art keywords
methyl
pde4
nucleotidon
hydroxybenzoylamine
fluorophenoxy
Prior art date
Application number
PE2003000149A
Other languages
Spanish (es)
Inventor
Thomas Victor Magee
Original Assignee
Pfizer
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pfizer filed Critical Pfizer
Publication of PE20030860A1 publication Critical patent/PE20030860A1/en

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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C07D213/82—Amides; Imides in position 3
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    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/439—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom the ring forming part of a bridged ring system, e.g. quinuclidine
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
    • C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
    • C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
    • C07D451/06—Oxygen atoms
    • C07D451/10—Oxygen atoms acylated by aliphatic or araliphatic carboxylic acids, e.g. atropine, scopolamine

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Abstract

SE REFIERE A DERIVADOS DE NICOTINA DE FORMULA 1 DONDE ; m Y n SON 0-3; R1 Y R2 SON H, HALO, CIANO, ALQUILO, ALCOXI; X ES O, S, NH; R3 ES FENILO, NAFTILO, HETEROARILO, CICLOALQUILO, GRUPOS BICICLICOS DE FORMULA 1.1, 1.2, ENTRE OTROS; Y ES CO, CONH, SO2, SO2NH, ENTRE OTROS; R4 ES FENILO, NAFTILO, HETEROARILO, ALQUILO. SON COMPUESTOS PREFERIDOS 2-(4-FLUOROFENOXI)-N-{4-[(2-HIDROXI-3-METILBENZOILAMINO)METIL]BENCIL}-NICOTINAMIDA; ESTER ETILICO DE ACIDO 3-(3-{4-[(2-HIDROXI-3-HIDROXIBENZOILAMINO)METIL]BENCILCARBAMOIL}-PIRIDIN-2-ILOXIBENZOICO; 2-(4-FLUOROFENOXI)-N-{4-[(6-FLUORO-2-HIDROXIBENZOILAMINO)METIL]BENCIL}-NICOTINAMIDA; ENTRE OTROS. TAMBIEN SE REFIERE A UN PROCEDIMIENTO PARA LA PREPARACION. EL COMPUESTO ES INHIBIDOR DE FOSFODIESTERASAS QUE ACTUAN SOBRE NUCLEOTIDOS (PDE4) Y PUEDE SER UTIL PARA EL TRATAMIENTO DE ASMA, BRONCOCONSTRICCION, ENFERMEDADES OBSTRUCTIVAS O INFLAMATORIAS DE LAS VIAS RESPIRATORIAS, PNEUMOCONIOSIS, BRONQUITIS, BRONQUIECTASIA, RINITS ALERGICA, ARTRITIS REUMATOIDEA, GOTA, FIEBRE, DERMATITIS ATOPICA URTICARIAREFERS TO NICOTINE DERIVATIVES OF FORMULA 1 WHERE; m AND n ARE 0-3; R1 AND R2 ARE H, HALO, CYANE, ALKYL, ALCOXY; X IS O, S, NH; R3 IS PHENYL, NAPHTHYLUS, HETEROARYL, CYCLOALKYL, FORMULA 1.1, 1.2 BICYCLE GROUPS, AMONG OTHERS; AND IT IS CO, CONH, SO2, SO2NH, AMONG OTHERS; R4 IS PHENYL, NAFTHYL, HETEROARYL, RENT. PREFERRED COMPOUNDS ARE 2- (4-FLUOROPHENOXY) -N- {4 - [(2-HYDROXY-3-METHYLBENZOYLAMINE) METHYL] BENZYL} -NICOTINAMIDE; ETHYL ESTER OF 3- (3- {4 - [(2-HYDROXY-3-HYDROXYBENZOYLAMINE) METHYL] BENZYLCARBAMOYL} -PYRIDIN-2-ILOXIBENZOIC ACID; 2- (4-FLUOROPHENOXY) -N- {4 - [(6- FLUORO-2-HYDROXYBENZOYLAMINE) METHYL] BENZYL} -NICOTINAMIDE; AMONG OTHERS. IT ALSO REFERS TO A PROCEDURE FOR THE PREPARATION. THE COMPOUND IS AN INHIBITOR OF PHOSPHODIESTERASES THAT ACT ON THE NUCLEOTIDON (PDE4) BRICOTHYL NUCLEOTIDON (PDE4) , OBSTRUCTIVE OR INFLAMMATORY DISEASES OF THE RESPIRATORY TRACT, PNEUMOCONIOSIS, BRONCHITIS, BRONCHIECTASIA, ALLERGIC RINITS, RHEUMATOID ARTHRITIS, Gout, FEVER, URTICAL ATOPIC DERMATITIS

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US7102009B2 (en) 2001-01-12 2006-09-05 Amgen Inc. Substituted amine derivatives and methods of use
PL372756A1 (en) 2002-02-11 2005-08-08 Pfizer Inc. Nicotinamide derivatives useful as pde4 inhibitors
US7307088B2 (en) 2002-07-09 2007-12-11 Amgen Inc. Substituted anthranilic amide derivatives and methods of use
US7153870B2 (en) 2003-07-25 2006-12-26 Pfizer Inc. Nicotinamide derivatives useful as PDE4 inhibitors
GB0317482D0 (en) * 2003-07-25 2003-08-27 Pfizer Ltd Nicotinamide derivatives useful as pde4 inhibitors
GB0317509D0 (en) * 2003-07-25 2003-08-27 Pfizer Ltd Nicotinamide derivatives useful as PDE4 inhibitors
GB0317484D0 (en) * 2003-07-25 2003-08-27 Pfizer Ltd Nicotinamide derivatives useful as pde4 inhibitors
GB0317516D0 (en) * 2003-07-25 2003-08-27 Pfizer Ltd Nicotinamide derivatives useful as PDE4 inhibitors
WO2005026132A1 (en) * 2003-09-17 2005-03-24 Nippon Shinyaku Co., Ltd. cAMP-SPECIFIC PHOSPHODIESTERASE INHIBITOR
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US8247556B2 (en) 2005-10-21 2012-08-21 Amgen Inc. Method for preparing 6-substituted-7-aza-indoles
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